School of Chemistry and Materials Science, Jiangsu Provincial Key Laboratory of Material Cycle Processes and Pollution Control, Jiangsu Collaborative Innovation Center of Biomedical Functional Materials, Nanjing Normal University , Nanjing 210023, China.
J Org Chem. 2017 Aug 4;82(15):8148-8156. doi: 10.1021/acs.joc.7b01447. Epub 2017 Jul 27.
A radical addition/nitrile insertion/homolytic aromatic substitution (HAS) cascade reaction to prepare 6-quaternary alkylated phenanthridines was developed. The addition of the active methylene radicals which were generated from 2-bromoacetonitrile, ethyl 2-bromoacetate, 2-bromo-N,N-dimethylacetamide, or 2-bromo-1-phenylethan-1-one to carbon-carbon double bonds of N-arylacrylamides followed by the cyano-participating sequential cyclization produced a series of phenanthridines in moderate to good yields under photoredox catalysis.
一种通过自由基加成/腈基插入/氢原子游离芳香取代（HAS）级联反应来制备 6-季铵化菲啶的方法被开发出来。通过光氧化还原催化，在 N-芳基丙烯酰胺的碳-碳双键上加入由 2-溴乙腈、溴乙酸乙酯、2-溴-N,N-二甲基乙酰胺或 2-溴-1-苯乙酮生成的活泼亚甲基自由基，随后氰基参与连续环化，得到一系列中等至良好收率的菲啶。
